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US4077260A Expired / Lapsed US ⏱️ 0.0 years remaining

Optically active cyano-biphenyl compounds and liquid crystal materials containing them

Assignee: UK Secretary of State for Defence
•
Filing: 1976-08-20
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Granted: 1978-03-07
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Expires: 1996-08-20
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Abstract

Abstract Liquid crystal compounds are disclosed having the formula ##STR1## where p is an integer having a value from 0 to 5 inclusive. These materials are optically active and cholesterogenic and may be used in an electro-optical display device either on their own or in admixture with nematogenic materials having a formula ##STR2## where i has a value from 0 to 5 inclusive and j is 0 or 1. These last mentioned mixtures may be thermochromic and employed in a temperature sensing device.

Inventors

  • 👤 George William Gray
  • 👤 Damien Gerard McDonnell

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-22 21:57
CPC Classifications
C; C07; C07C; C07C17/00; C07C17/093; C07C17/18; B; B41; B41M; B41M5/00; B41M5/26; B41M5/28; B41M5/281; C07C17/10; C07C17/12; C07C17/16; C07C17/35; C07C49/00; C07C49/76; C07C49/80; C07C49/813; C07C51/00; C07C51/15; C07F; C07F3/00; C07F3/02; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/12; C09K19/126; G; G01; G01K; G01K11/00; G01K11/12; G01K11/16; G01K11/165; G02; G02F; G02F1/00; G02F1/01; G02F1/13; G02F1/137; G02F1/13731; G02F1/13737

Claims Analysis

Total Claims: 31
Claim 1
Independent Claim 85 words
A liquid crystal material consisting essentially of an admixture of (1) one or more optically active biphenyl compounds having a positive optical rotation angle and having the formula: ##STR18## where p is an integer having a value of from 0 to 5 inclusive and (2) at least one optically active cholesterogenic compound different from (1) having a positive optical rotation angle and having the formula: ##STR19## where i is an integer having a value from 0 to 5 inclusive and j is 0 or 1.
Claim 2
Dependent Claim 85 words
A liquid crystal material consisting essentially of an admixture of (1) one or more optically active biphenyl compounds having a positive optical rotation angle and having the formula: ##STR18## where p is an integer having a value of from 0 to 5 inclusive and (2) at least one optically active cholesterogenic compound different from (1) having a positive optical rotation angle and having the formula: ##STR19## where i is an integer having a value from 0 to 5 inclusive and j is 0 or 1.
Claim 3
Dependent Claim 20 words
A liquid crystal material as claimed in claim 1 wherein said cholesterogenic compound is a terphenyl wherein j is 1.
Claim 4
Dependent Claim 16 words
A liquid crystal material as claimed in claim 2 and wherein the cholesterogenic compound is (+)-4-(3'"-methylpentyl)-4"-cyano-p-terphenyl.
Claim 5
Dependent Claim 16 words
A liquid crystal material as claimed in claim 2 and wherein the cholesterogenic compound is (+)-4-(4'"-methylhexyl)-4"-cyano-p-terphenyl.
Claim 6
Dependent Claim 13 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(2"-methylbutyl)-4'-cyanobiphenyl and (+)-4-(3'"-methypentyl)-4"-cyano-p-terphenyl.
Claim 7
Dependent Claim 13 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(2"-methylbutyl)-4'-cyanobiphenyl and (+)-4-(3'"-methypentyl)-4"-cyano-p-terphenyl.
Claim 8
Dependent Claim 13 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(2"-methylbutyl)-4'-cyanobiphenyl and (+)-4-(4'"-methylhexyl)-4"-cyano-p-terphenyl.
Claim 9
Dependent Claim 13 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(2"-methylbutyl)-4'-cyanobiphenyl and (+)-4-(4'"-methylhexyl)-4"-cyano-p-terphenyl.
Claim 10
Dependent Claim 13 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(3"-methylpentyl)-4'-cyanobiphenyl and (+)-4-(3'"-methylpentyl)-4"-cyano-p-terphenyl.
Claim 11
Dependent Claim 13 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(3"-methylpentyl)-4'-cyanobiphenyl and (+)-4-(3'"-methylpentyl)-4"-cyano-p-terphenyl.
Claim 12
Dependent Claim 13 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(3"-methylpentyl)-4'-cyanobiphenyl and (+)-4-(4'"-methylhexyl)-4"-cyano-p-terphenyl.
Claim 13
Dependent Claim 13 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(3"-methylpentyl)-4'-cyanobiphenyl and (+)-4-(4'"-methylhexyl)-4"-cyano-p-terphenyl.
Claim 14
Dependent Claim 13 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(4"-methylhexyl)-4'-cyanobiphenyl and (+)-4(3'"methylpentyl)-4"-cyano-p-terphenyl.
Claim 15
Dependent Claim 13 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(4"-methylhexyl)-4'-cyanobiphenyl and (+)-4(3'"methylpentyl)-4"-cyano-p-terphenyl.
Claim 16
Dependent Claim 13 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(4"-methylhexyl)-4'-cyanobiphenyl and (+)-4(4'"-methylhexyl)-4"-cyano-p-terphenyl.
Claim 17
Dependent Claim 13 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(4"-methylhexyl)-4'-cyanobiphenyl and (+)-4(4'"-methylhexyl)-4"-cyano-p-terphenyl.
Claim 18
Dependent Claim 14 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(2"-methylbutyl)-4"-cyanobiphenyl, (+)-4-(4"-methylhexyl)-4'-cyanobiphenyl and (+)-4-(3'"-methylpentyl)-4"-cyano-p-terphenyl.
Claim 19
Dependent Claim 14 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(2"-methylbutyl)-4"-cyanobiphenyl, (+)-4-(4"-methylhexyl)-4'-cyanobiphenyl and (+)-4-(3'"-methylpentyl)-4"-cyano-p-terphenyl.
Claim 20
Dependent Claim 16 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(2"-methylbutyl)-4'-cyanobiphenyl, (+)-4-(4"-methyl hexyl)-4'-cyanobiphenyl and (+)-4-(4'"-methyl hexyl)-4"-cyano-p-terphenyl.
Claim 21
Dependent Claim 16 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(2"-methylbutyl)-4'-cyanobiphenyl, (+)-4-(4"-methyl hexyl)-4'-cyanobiphenyl and (+)-4-(4'"-methyl hexyl)-4"-cyano-p-terphenyl.
Claim 22
Dependent Claim 14 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(3"-methylpentyl)-4'-cyanobiphenyl, (+)-4(4"-methylhexyl)-4'-cyanobiphenyl and (+)-4-(3'"-methylpentyl)-4"-cyano-p-terphenyl.
Claim 23
Dependent Claim 14 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(3"-methylpentyl)-4'-cyanobiphenyl, (+)-4(4"-methylhexyl)-4'-cyanobiphenyl and (+)-4-(3'"-methylpentyl)-4"-cyano-p-terphenyl.
Claim 24
Dependent Claim 14 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(4"-methylhexyl)-4'-cyanobiphenyl, (+)-4-(3"-methylpentyl)-4'-cyanobiphenyl and (+)-4-(3'"-methylpentyl)-4"-cyano-p-terphenyl.
Claim 25
Dependent Claim 14 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(4"-methylhexyl)-4'-cyanobiphenyl, (+)-4-(3"-methylpentyl)-4'-cyanobiphenyl and (+)-4-(3'"-methylpentyl)-4"-cyano-p-terphenyl.
Claim 26
Dependent Claim 15 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(3"-methylpentyl)-4'-cyanobiphenyl, (+)-4-(2"-methylbutyl)-4'-cyanobiphenyl, (+)-4-(4"-methylhexyl)-4'-cyanobiphenyl and (+)-4-(4'"-methylhexyl)-4"-cyano-p-terphenyl.
Claim 27
Dependent Claim 15 words
A liquid crystal material consisting essentially of a mixture of (+)-4-(3"-methylpentyl)-4'-cyanobiphenyl, (+)-4-(2"-methylbutyl)-4'-cyanobiphenyl, (+)-4-(4"-methylhexyl)-4'-cyanobiphenyl and (+)-4-(4'"-methylhexyl)-4"-cyano-p-terphenyl.
Claim 28
Dependent Claim 109 words
A temperature sensing device containing a cholesteric liquid crystal material consisting essentially of in admixture (1) one or more optically active biphenyl compounds having a positive optical rotation angle and having the formula: ##STR20## wherein p is an integer having a value from 0 to 5 inclusive and (2) at least one optically active cholesterogenic compound different from (1) having a positive optical rotation angle and having the formula: ##STR21## wherein i is an integer having a value from 0 to 5 inclusive and j is 0 or 1, said liquid crystal material being sandwiched, in its Grandjean plane texture, between the inner surface area of two transparent slides.
Claim 29
Dependent Claim 109 words
A temperature sensing device containing a cholesteric liquid crystal material consisting essentially of in admixture (1) one or more optically active biphenyl compounds having a positive optical rotation angle and having the formula: ##STR20## wherein p is an integer having a value from 0 to 5 inclusive and (2) at least one optically active cholesterogenic compound different from (1) having a positive optical rotation angle and having the formula: ##STR21## wherein i is an integer having a value from 0 to 5 inclusive and j is 0 or 1, said liquid crystal material being sandwiched, in its Grandjean plane texture, between the inner surface area of two transparent slides.
Claim 30
Dependent Claim 30 words
A temperature sensing device as claimed in claim 16 and wherein the liquid crystal material consists of the following mixture (+)-4-(3'"-methylpentyl)-4"-cyano-p-terphenyl -- 14% by weight (+)-4-(3"-methylpentyl)-4'-cyanobiphenyl -- 86% by weight.
Claim 31
Dependent Claim 35 words
A temperature sensing device as claimed in claim 16 and wherein the liquid crystal material consists of the following mixture (+)-4-(2"-methylbutyl)-4'-cyanobiphenyl -- 14% by weight (+)-4-(4"-methylexyl)-4'-cyanobiphenyl -- 74% by weight (+)-4-(4'"-methylhexyl)-4"-cyano-p-terphenyl -- 12% by weight.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-03-06 1981-09-05 1982-03-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-03-06 1985-09-05 1986-03-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-03-06 1989-09-05 1990-03-07 $7700.00 Window Closed / Lapsed

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